Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2017; 49(17): 3887-3894
DOI: 10.1055/s-0036-1588430
DOI: 10.1055/s-0036-1588430
special topic
Recent Advances in Cobalt-Catalyzed Csp2 and Csp3 Cross-Couplings
Further Information
Publication History
Received: 03 February 2017
Accepted after revision: 02 May 2017
Publication Date:
29 May 2017 (online)
![](https://www.thieme-connect.de/media/synthesis/201717/lookinside/thumbnails/ss-2017-c0069-st_10-1055_s-0036-1588430-1.jpg)
Published as part of the Special Topic Cobalt in Organic Synthesis
Abstract
The present short review article highlights recent progress in the field of transition-metal catalysis. An overview on recent work involving cobalt-catalyzed cross-coupling reactions and some recent advances from our laboratories are given.
1 Introduction
2 Csp2–Csp2 Cobalt-Catalyzed Cross-Couplings
3 Csp2–Csp3 Cobalt-Catalyzed Cross-Couplings
4 Conclusion
-
References
- 1 Modern Drug Synthesis . Li JJ. Johnson DS. Wiley-VCH; Weinheim: 2010
- 2a World market prices: Pd ca. 22700 €/kg, Co ca. 35 €/kg; http://www.infomine.com/; retrieved February 2017.
- 2b Although CoCl2 as well as NiCl2 are suspected of causing genetic defects and are toxic to aquatic life, the acute toxicity of CoCl2 is lower than that of NiCl2 (LD50 (CoCl2, rat oral) = 418 mg/kg; LD50(NiCl2, rat oral) = 186 mg/kg); see: Egorova KS. Ananikov VP. Angew. Chem. Int. Ed. 2016; 55: 12150
- 3a Bauer I. Knölker H.-J. Chem. Rev. 2015; 115: 3170
- 3b Mako TL. Byers JA. Inorg. Chem. Front. 2016; 3: 766
- 4a Gosmini C. Begouin J.-M. Moncomble A. Chem. Commun. 2008; 3221
- 4b Cahiez G. Moyeux A. Chem. Rev. 2010; 110: 1435
- 4c Gosmini C. Moncomble A. Isr. J. Chem. 2010; 50: 568
- 5 Thaler T. Guo L.-N. Mayer P. Knochel P. Angew. Chem. Int. Ed. 2011; 50: 2174
- 6a Kuzmina OM. Steib AK. Markiewicz JT. Flubacher D. Knochel P. Angew. Chem. Int. Ed. 2013; 52: 4945
- 6b Kuzmina OM. Steib AK. Fernandez S. Boudot W. Markiewicz JT. Knochel P. Chem. Eur. J. 2015; 21: 8242
- 6c Haas D. Hammann JM. Lutter FH. Knochel P. Angew. Chem. Int. Ed. 2016; 55: 3809
- 7 Hammann JM. Lutter FH. Haas D. Knochel P. Angew. Chem. Int. Ed. 2017; 129: 1102
- 8 Hatakeyama T. Hashimoto S. Ishizuka K. Nakamura M. J. Am. Chem. Soc. 2009; 131: 11949
- 9 Begouin J.-M. Gosmini C. J. Org. Chem. 2009; 74: 3221
- 10 Moncomble A. Le Floch P. Lledos A. Gosmini C. J. Org. Chem. 2012; 77: 5056
- 11 Guelak S. Stepanek O. Malberg J. Rad BR. Kotora M. Wolf R. von Wangelin AJ. Chem. Sci. 2013; 4: 776
- 12 Malapit CA. Visco MD. Reeves JT. Busacca CA. Howell AR. Senanayake CH. Adv. Synth. Catal. 2015; 357: 2199
- 13 Beng TK. Sincavage K. Silaire AW. V. Alwali A. Bassler DP. Spence LE. Beale O. Org. Biomol. Chem. 2015; 13: 5349
- 14 NMR experiments and crystallographic data showed that the structure of these zinc reagents is RZnX·Mg(OPiv)2·LiCl. However, for clarity, we have named these reagents RZnOPiv, see: Hernán-Gómez A. Herd E. Hevia E. Kennedy AR. Knochel P. Koszinowski K. Manolikakes SM. Mulvey RE. Schnegelsberg C. Angew. Chem. Int. Ed. 2014; 53: 2706
- 15 Hamaguchi H. Uemura M. Yasui H. Yorimitsu H. Oshima K. Chem. Lett. 2008; 37: 1178
- 16 Cahiez G. Chaboche C. Duplais C. Moyeux A. Org. Lett. 2009; 11: 277
- 17 Czaplik WM. Mayer M. von Wangelin AJ. Synlett 2009; 2931
- 18 Hsu S.-F. Ko C.-W. Wu Y.-T. Adv. Synth. Catal. 2011; 353: 1756
- 19 Barre B. Gonnard L. Campagne R. Reymond S. Marin J. Ciapetti P. Brellier M. Guerinot A. Cossy J. Org. Lett. 2014; 16: 6160
- 20a Nicolas L. Angibaud P. Stansfield I. Bonnet P. Meerpoel L. Reymond S. Cossy J. Angew. Chem. Int. Ed. 2012; 51: 11101
- 20b Nicolas L. Izquierdo E. Angibaud P. Stansfield I. Meerpoel L. Reymond S. Cossy J. J. Org. Chem. 2013; 78: 11807
- 20c Gonnard L. Guerinot A. Cossy J. Chem. Eur. J. 2015; 21: 12797
- 21 Araki K. Inoue M. Tetrahedron 2013; 69: 3913
- 22 Despiau CF. Dominey AP. D. Harrowven C. Linclau B. Eur. J. Org. Chem. 2014; 4335
- 23 Hammann JM. Steib AK. Knochel P. Org. Lett. 2014; 16: 6500
- 24 Hammann JM. Haas D. Knochel P. Angew. Chem. Int. Ed. 2015; 54: 4478
- 25 Mao J. Liu F. Wang M. Wu L. Zheng B. Liu S. Zhong J. Bian Q. Walsh PJ. J. Am. Chem. Soc. 2014; 136: 17662
- 26 Frlan R. Sova M. Gobec S. Stavber G. Casar Z. J. Org. Chem. 2015; 80: 7803
- 27 Benischke A. Knoll I. Rérat A. Gosmini C. Knochel P. Chem. Commun. 2016; 317